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Issue 37, 2016
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Furanosic forms of sugars: conformational equilibrium of methyl β-D-ribofuranoside

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Abstract

The investigation of an isolated ribofuranose unit in the gas phase reveals the intrinsic conformational landscape of the biologically active sugar form. We report the rotational spectra of two conformers of methyl β-D-ribofuranoside in a supersonic jet expansion. Both conformers adopt a near twisted (3T2) ring conformation with the methoxy and hydroxymethyl substituents involved in various intramolecular hydrogen bonds.

Graphical abstract: Furanosic forms of sugars: conformational equilibrium of methyl β-d-ribofuranoside

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Publication details

The article was received on 05 Feb 2016, accepted on 01 Apr 2016 and first published on 01 Apr 2016


Article type: Communication
DOI: 10.1039/C6CC01180B
Citation: Chem. Commun., 2016,52, 6241-6244
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    Furanosic forms of sugars: conformational equilibrium of methyl β-D-ribofuranoside

    P. Écija, I. Uriarte, L. Spada, B. G. Davis, W. Caminati, F. J. Basterretxea, A. Lesarri and E. J. Cocinero, Chem. Commun., 2016, 52, 6241
    DOI: 10.1039/C6CC01180B

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